Title: Golf Vacations in Florida Keys 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Golf Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Golf hotel deals in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,789 per person Jan 14 - Jan 21 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Everything in this island is perfect and amazing. Reviewed on Dec 5, 2025 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort CA $2,479 per person Jan 14 - Jan 21 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) I was overcharged for my room Reviewed on Dec 7, 2025 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $3,666 per person Jan 14 - Jan 21 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Everything was awsome Reviewed on Dec 7, 2025 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $3,078 per person Feb 7 - Feb 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.2/10 Wonderful! (1,044 reviews) Room was very private everything was within walking distance. Only down side was the breakfast it was very basic. Reviewed on Dec 6, 2025 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $3,596 per person Feb 7 - Feb 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Upgrade to a room with an ocean view; it is significantly worth the extra cost. We looked at a lower-level internal area room, which was dark and far less appealing. Reviewed on Dec 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Golf holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $3,666 per person Jan 14 - Jan 21 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Everything was awsome Reviewed on Dec 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Golf holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,722 per person Feb 12 - Feb 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Everything in this island is perfect and amazing. Reviewed on Dec 5, 2025 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort CA $1,837 per person Feb 15 - Feb 18 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) I was overcharged for my room Reviewed on Dec 7, 2025 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $2,609 per person Feb 15 - Feb 18 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Everything was awsome Reviewed on Dec 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Golf holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,680 per person Feb 15 - Feb 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Everything in this island is perfect and amazing. Reviewed on Dec 5, 2025 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort CA $2,216 per person Feb 15 - Feb 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) I was overcharged for my room Reviewed on Dec 7, 2025 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $3,235 per person Feb 15 - Feb 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Everything was awsome Reviewed on Dec 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Discover the ultimate golf vacation from Florida Keys with Expedia #### What are some benefits when booking golf vacations from Florida Keys? Booking a golf vacation means putting golf at the centre of your entire experience. Not only will you be able to enjoy easy access to the greens, but you'll often have access to all the equipment you need as well. Plus, golf stays tend to be on the more luxurious end of the spectrum, so you're likely to have some other high-end amenities as well. #### How can I find the best golf vacations in Florida Keys? The best way to find golf vacations in Florida Keys is to take advantage of numerous search filters. You can look for golf stays specifically, with additional filters available for certain courses in some destinations. Plus, if you travel during the off-season in , you may even be able to get high-end stays at a discount. #### Are there cheap golf packages available? Yes, you'll find prices as low as CA $1,680, but the overall price depends on several factors. The time of year you travel to Florida Keys and the amenities you opt for can play a role in the cost of your package. Some package deals offer discounts of up to 55, but that's just a general trend rather than a guarantee. #### Can I book golf and spa vacation packages? Golf is often considered a luxury activity, so it's only natural that it be paired with other high-end experiences. You can implement the spa filter to sort for properties that have spa facilities, which can be especially useful for resting and rejuvenating in between games. #### How can I find luxury golf vacations in Florida Keys? A lot of golf vacations are already luxurious given the nature of the game, but there are a few things you can do to push it as far as it can go. Use search filters to highlight only 5-star properties to ensure you're getting the best of the best. Business-class flights are available as well in most cases. #### Can I book an all-inclusive golf vacation in Florida Keys? In many cases, yes. There's even a search filter for all-inclusivity, so you can sort for all-inclusive stays specifically. Even when an all-inclusive experience that matches your needs isn't available, you may be able to find some half-board options. This is also one of the best ways to find luxury golf vacations. #### Why should I book golf packages including flights? When you book your flight and your accommodations together, you can enjoy some serious savings compared to what you'd find booking separately. We're your one-stop shop for all your travel needs, and convenience is just the beginning when booking golf vacations from Florida Keys with us. #### Should I book a last-minute golf vacation? Booking last-minute to Florida Keys shouldn't be your first choice, but if you like to travel spontaneously, there are a few benefits to enjoy. Occasionally, you may be able to save money by booking last-minute, as accommodations are interested in filling their last few vacancies as fast as they can. The deals aren't guaranteed, however, so keep that in mind when planning. Sometimes, accommodations will simply be sold out. #### Can I book a golf vacation that is fully refundable? Yes, you'll find several options that are fully refundable among our packages in Florida Keys. You can even filter for fully refundable stays specifically. Just remember to check out each accommodation's policy specifically to make sure your booking qualifies. #### Why should I book my golf trip with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel needs. You can search through a massive collection of packages and potentially unlock discounts by booking your flight and accommodations together. Even more discounts may be available for Expedia Rewards members, such as special deals and the ability to earn points to put toward discounts on future bookings. ## Golf Hotels in Florida Keys ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cheeca Lodge & Spa 81801 Overseas Highway, Mile Marker 82 Islamorada FL - 3 hours drive from Duval Street Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ... 9/10 Wonderful! (1,278 reviews) Property is beautiful with tons of amenities. The room was very nice and overall we were very happy. Here are a few of the issues we had though for full transparency. The beach is sand, but it's hard in a way that's a bit unnatural and doesn't flow into the water. There were weddings on two nights ... Reviewed on Dec 3, 2025 [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pier House Resort & Spa 1 Duval St Key West FL - 11 min walk from Duval Street Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ... 9/10 Wonderful! (1,000 reviews) Lovely hotel, great room and ideal location. Reviewed on Nov 30, 2025 [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southernmost Beach Resort and Guesthouses 1319 Duval Street Key West FL - 11 min walk from Duval Street Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ... 8.6/10 Excellent! (2,907 reviews) Clean room. Staff was friendly pool and beach were great Reviewed on Dec 1, 2025 [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) [See all 8,448 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6023765) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Golf Vacation Destinations > - [Golf vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/117/Mexico) > - [Golf vacations Myrtle Beach ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/601685/Myrtle-Beach) > - [Golf vacations in Portugal ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/147/Portugal) > - [Golf vacations in Thailand ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/178/Thailand) > - [Golf vacations in Belek ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/6034717/Belek) > - [Golf vacations in Las Vegas ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/178276/Las-Vegas) > - [Golf vacations in Scotland ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/11219/Scotland) > - [Golf vacations in Tenerife ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/6047194/Tenerife) > - [Golf vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/6022969/Caribbean) > - [Golf vacations in Lanzarote ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/282/Lanzarote) > - [Golf vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/86/Italy) > - [Golf vacations in Turkey ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/183/Turkey) > - [Golf vacations in Vilamoura ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/11395/Vilamoura) > - [Golf vacations in Ireland ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/84/Ireland) > - [Golf vacations in the Dominican Republic ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/50/Dominican-Republic) > - [Golf vacations in the United Kingdom ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/190/United-Kingdom) > - [Golf vacations in Hawaii ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/213/Hawaii) > - [Golf vacations in Algarve ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/182215/Algarve) > - [Golf vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/golf-vacations/45/Cyprus) ## More Vacations Ideas [Flights to Florida Keys ](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[ Florida Keys Hotels ](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[ Florida Keys Vacation Rentals ](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[ Florida Keys Car Rentals ](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[ Florida Keys Vacations ](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[ Things to do in Florida Keys ](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app